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Recommended hotels in Chester

1. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,002 reviews)
The price is CA $134
CA $149 total
includes taxes & fees
Dec 6 - Dec 7

2. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (857 reviews)
The price is CA $189
CA $210 total
includes taxes & fees
Nov 15 - Nov 16

3. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
8.8 out of 10, Excellent, (1,002 reviews)
The price is CA $169
CA $188 total
includes taxes & fees
Nov 18 - Nov 19

4. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,003 reviews)
The price is CA $127
CA $141 total
includes taxes & fees
Nov 15 - Nov 16

5. The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
9.4 out of 10, Exceptional, (512 reviews)
The price is CA $256
CA $320 total
includes taxes & fees
Dec 9 - Dec 10

6. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (1,001 reviews)
The price is CA $117
CA $130 total
includes taxes & fees
Nov 29 - Nov 30

7. Kent Island Resort
Kent Island ResortStevensville
9.2 out of 10, Wonderful, (190 reviews)
The price is CA $173
CA $239 total
includes taxes & fees
Nov 30 - Dec 1

8. Historic Inns of Annapolis
Historic Inns of AnnapolisHistoric District
9.0 out of 10, Wonderful, (2,063 reviews)
The price is CA $101
CA $163 total
includes taxes & fees
Nov 17 - Nov 18

9. Cass-N-Reel Luxury Houseboat
Cass-N-Reel Luxury HouseboatGrasonville
10.0 out of 10, Exceptional, (54 reviews)
The price is CA $127
CA $366 total
includes taxes & fees
Nov 12 - Nov 13

10. DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
8.8 out of 10, Excellent, (1,273 reviews)
The price is CA $126
CA $144 total
includes taxes & fees
Nov 10 - Nov 11

11. St Michaels Inn
St Michaels InnSt. Michaels
8.0 out of 10, Very good, (1,005 reviews)
The price is CA $105
CA $115 total
includes taxes & fees
Dec 8 - Dec 9

12. Village Inn Annapolis MD
Village Inn Annapolis MDAnnapolis
6.2 out of 10, (534 reviews)
The price is CA $117
CA $134 total
includes taxes & fees
Nov 9 - Nov 10

13. Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis DowntownAnnapolis
8.6 out of 10, Excellent, (1,008 reviews)
The price is CA $138
CA $157 total
includes taxes & fees
Nov 22 - Nov 23

14. Graduate by Hilton Annapolis
Graduate by Hilton AnnapolisAnnapolis
9.4 out of 10, Exceptional, (1,010 reviews)
The price is CA $184
CA $210 total
includes taxes & fees
Nov 29 - Nov 30

15. Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHGAnnapolis
8.4 out of 10, Very good, (1,003 reviews)
The price is CA $134
CA $153 total
includes taxes & fees
Nov 22 - Nov 23

16. Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.8 out of 10, Exceptional, (50 reviews)
The price is CA $119
CA $392 total
includes taxes & fees
Nov 9 - Nov 10

17. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
10.0 out of 10, Exceptional, (74 reviews)
The price is CA $198
CA $220 total
includes taxes & fees
Nov 16 - Nov 17

18. Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
8.8 out of 10, Excellent, (1,010 reviews)
The price is CA $146
CA $166 total
includes taxes & fees
Dec 6 - Dec 7

19. The Westin Annapolis
The Westin AnnapolisAnnapolis
8.8 out of 10, Excellent, (1,004 reviews)
The price is CA $239
CA $272 total
includes taxes & fees
Nov 15 - Nov 16

20. Queenstown Harbor Golf Resort
Queenstown Harbor Golf ResortQueenstown
The price is CA $469
CA $534 total
includes taxes & fees
Nov 16 - Nov 17
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Chester
Chester awaits: its island views, sunny weather, golf, and more!

Top reviews in Chester

Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville


































































